CN106164203B - Adhesion agent composition comprising ionic antistatic agent - Google Patents
Adhesion agent composition comprising ionic antistatic agent Download PDFInfo
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- CN106164203B CN106164203B CN201580018498.7A CN201580018498A CN106164203B CN 106164203 B CN106164203 B CN 106164203B CN 201580018498 A CN201580018498 A CN 201580018498A CN 106164203 B CN106164203 B CN 106164203B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
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- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
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- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
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- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/40—Properties of the layers or laminate having particular optical properties
- B32B2307/42—Polarizing, birefringent, filtering
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/017—Additives being an antistatic agent
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/19—Quaternary ammonium compounds
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
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- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3445—Five-membered rings
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- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/50—Phosphorus bound to carbon only
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/55—Boron-containing compounds
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2312/00—Crosslinking
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- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer
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- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/414—Additional features of adhesives in the form of films or foils characterized by the presence of essential components presence of a copolymer
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- C09J2433/00—Presence of (meth)acrylic polymer
Abstract
The present invention relates to a kind of adhesion agent compositions comprising ionic antistatic agent.In more detail, it is related to following adhesion agent composition: by the inclusion of ionic antistatic agent represented by acrylic acid series copolymer, crosslinking agent and chemical formula 1, so as to show excellent antistatic property, and show the durability significantly improved, and excellent adhesion strength is also maintained under the exacting terms such as high temperature and humidity, even if a small amount of addition can also ensure that sufficient antistatic property.
Description
Technical field
The present invention relates to a kind of adhesion agent compositions comprising ionic antistatic agent.
Background technique
Image display device is made of the liquid crystal cell comprising liquid crystal and polarizer, mainly passes through a table in polarizer
Adhesion coating is formed on face and is engaged.In addition to this, in order to improve the function of image display device, it will use sticker etc. in polarisation
In addition it is used after adhering to the surface protection films such as phase plate, wide viewing angle compensating plate on plate.
Since the optical components such as surface protection film or polarizer are molded of plastic material, can be produced in removing or friction
Raw electrostatic.In this case, if to liquid crystal applied voltages in the state of remaining electrostatic, panel there may be defect or
The defects of generating the orientation of damage liquid crystal molecule, such problems, just carries out various antistatic treatments in order to prevent.
For example, the case where the antistatic agent containing the pure and mild alkali metal salt of polyether polyols is made an addition to acrylic acid sticker
Under, antistatic agent exudation occurs, durability significantly reduces after sticker solidification, and when being applied to protective film, there are hot conditions
Under be easy to happen exudation and the problem of pollute adherend.
More than one surfactants are made an addition into sticker in addition, having, and by surfactant be transferred to adherend with
Implement the method for anti-static function, but in this case, surfactant is easy to ooze out into sticker surface, when applied to protection
When film, there are problems that possibility pollutes adherend.
KR published patent the 2010-0016163rd be related to it is a kind of for preventing the optically transparent pressure-sensitive adhesion of electrostatic
Agent composition uses the antistatic agent comprising the fluorine-containing organic salt as ionic salt, but exist and need as antistatic agent
The problem of excessive antistatic agent is to ensure sufficient antistatic property.
In addition, No. 2011-0136760 exudation disclosed to inhibit antistatic agent of KR published patent, will with it is anti-
The method that electrostatic agent functional group excellent in compatibility is directed into the monomer of adhesion agent composition, but there is no solve in high temperature height
The problem of durability reduces under the conditions of wet.
Existing technical literature
Patent document
Patent document 1: KR published patent the 2010-0016163rd
Patent document 2: KR published patent the 2011-0136760th
Summary of the invention
Technical task
The object of the present invention is to provide a kind of adhesion agent composition, durability is excellently maintained, and significant change
Kind antistatic property can show required antistatic property a small amount of use.
The method to solve the problem
1. a kind of adhesion agent composition, it includes represented by acrylic acid series copolymer, crosslinking agent and following chemical formula 1 from
Sub- property antistatic agent,
[chemical formula 1]
(in formula, Y+ is alkali metal cation, ammonium, imidazolesPyridineSulfonium or sulfoxonium).
2. the adhesion agent composition as described in above-mentioned 1, ionic antistatic agent represented by above-mentioned chemical formula 1 be selected from by
At least one of group composed by following chemical formula 2 to chemical formula 10,
[chemical formula 2]
[chemical formula 3]
[chemical formula 4]
[chemical formula 5]
[chemical formula 6]
[chemical formula 7]
[chemical formula 8]
[chemical formula 9]
[chemical formula 10]
3. the adhesion agent composition as described in above-mentioned 1, the ionic antistatic agent on the basis of solid component, relative to
100 parts by weight of acrylic acid series copolymer are 0.1 parts by weight to 10 parts by weight.
4. a kind of adhesive sheet, it includes the adhesions that the adhesion agent composition as described in any one of above-mentioned 1 to 3 is formed
Layer.
5. a kind of polarizer has the sticker group as described in any one of above-mentioned 1 to 3 at least one surface
Close the adhesion coating that object is formed.
6. a kind of image display device, it includes above-mentioned 5 polarizers.
Invention effect
Adhesion agent composition of the invention contains the antistatic agent of the anion of the specific structure comprising boracic, anion
Stable degree is high, and improves the one-movement-freedom-degree of cation, can show a small amount of addition excellent antistatic
Property, it is excellent in compatibility with adhesion agent composition, prevent the exudation of ionic compound, so as to provide excellent in te pins of durability
Adhesion agent composition.
Specific embodiment
The present invention is to be related to the adhesion agent composition comprising acrylic acid series copolymer, crosslinking agent and ionic antistatic agent
Invention, is related to following adhesion agent composition: not only showing excellent antistatic property, but also show to significantly improve resistance to
Long property, and excellent adhesion strength is also maintained under the exacting terms such as high temperature and humidity, it is filled even if a small amount of addition can also ensure that
The antistatic property divided.
Hereinafter, the present invention will be described in detail.
<adhesion agent composition>
Adhesion agent composition of the invention includes acrylic acid series copolymer, crosslinking agent and ionic antistatic agent.
Ionic antistatic agent of the invention is indicated by following chemical formula 1, and includes the inorganic yin of following specific structure
Ion significantly improves the one-movement-freedom-degree of cation, can greatly improve antistatic so that the stable degree of anion is high
Property.Therefore, even if using antistatic agent of the invention on a small quantity, excellent antistatic property can also be shown.In addition, of the invention
The compatibility of antistatic agent and sticker is also excellent, and durability is compared with when using previous antistatic agent, in the item of high temperature and humidity
Same or excellent effect can be shown under part.
[chemical formula 1]
(in formula, Y+ is alkali metal cation, ammonium, imidazolesPyridineSulfonium or sulfoxonium).
In the present invention, when Y+ is ammonium, imidazolesPyridineIt not only include unsubstituted when sulfonium or sulfoxonium
Ammonium, imidazolesPyridineSulfonium or sulfoxonium, and the ammonium including being replaced by aliphatic hydrocarbon or aromatic hydrocarbon, imidazoles
PyridineSulfonium or sulfoxonium.For example, can be for by alkyl-substituted ammonium, the imidazoles of carbon atom number 1 to 12PyridineSulfonium or sulfoxonium.
It, can be for selected from by following chemical formula 2 to 10 institute of chemical formula as the concrete example of ionic antistatic agent of the invention
At least one of group of composition compound.
[chemical formula 2]
[chemical formula 3]
[chemical formula 4]
[chemical formula 5]
[chemical formula 6]
[chemical formula 7]
[chemical formula 8]
[chemical formula 9]
[chemical formula 10]
The content of ionic antistatic agent is not particularly limited, for example, on the basis of solid component, relative to propylene
Sour 100 parts by weight of based copolymer can be 0.1 parts by weight to 10 parts by weight, more preferably 0.5 parts by weight to 5 parts by weight.If
Content is less than 0.1 parts by weight, then antistatic property may be unobvious.If it exceeds 10 parts by weight, then may be easy to happen exudation and
It causes to remove in heat-resisting situation bad.
Acrylic acid series copolymer of the invention can be (methyl) acrylic acid comprising the alkyl with carbon atom number 1 to 12
Ester monomer and polymerizable monomer with crosslinkable functional group and the substance polymerizeing.Here, (methyl) acrylate indicates third
Both olefin(e) acid ester and methacrylate.
As (methyl) acrylate monomer of the alkyl with carbon atom number 1 to 12, (methyl) acrylic acid can enumerated just
Butyl ester, (methyl) acrylic acid -2- butyl ester, (methyl) tert-butyl acrylate, (methyl) acrylic acid-2-ethyl caproite, (methyl) third
Olefin(e) acid ethyl ester, (methyl) methyl acrylate, (methyl) n-propyl, (methyl) isopropyl acrylate, (methyl) acrylic acid
Pentyl ester, (methyl) n-octyl, (methyl) Isooctyl acrylate monomer, (methyl) nonyl acrylate, (methyl) decyl acrylate,
(methyl) dodecyl acrylate etc., in them, preferably n-butyl acrylate, acrylic acid-2-ethyl caproite or their mixing
Object.They can be used alone or are use mixing two or more.
There is no special for the content and mixing ratio of (methyl) acrylate monomer of the alkyl with carbon atom number 1 to 12
Limitation, for example, relative to 100 parts by weight of total monomer, can be 85 parts by weight to 99.9 parts by weight on the basis of solid component,
Preferably 90 parts by weight are to 95 parts by weight.If content is less than 85 parts by weight, possibly sufficient adherence can not be played.When super
When crossing 99.9 parts by weight, cohesive force be may be decreased.
Polymerizable monomer with crosslinkable functional group is for enhancing the solidifying of adhesion agent composition by chemical bond
Collect power or adhesion strength and the ingredient of durability and cutting is provided, for example, the monomer with carboxyl can be enumerated, with hydroxyl
Monomer, the monomer with amide groups, monomer with tertiary amine groups etc., they can be used alone or are use mixing two or more,
From the aspect of improving anticorrosive property, the substance of acrylic acid is not included preferably.
It as the monomer with carboxyl, can enumerate: the monoacid such as (methyl) acrylic acid, crotonic acid；Maleic acid, itaconic acid,
The binary acid such as fumaric acid and its monoalkyl ester；3- (methyl) acryloyl propionic acid；The carbon atom number of alkyl is (methyl) third of 2-3
The hydroxy alkylidene glycol that the succinic anhydride open loop addition product of olefin(e) acid -2- hydroxyalkyl acrylate, the carbon atom number of alkylidene are 2-4
(methyl) acrylic acid -2- hydroxyl that the succinic anhydride open loop addition product of (methyl) acrylate, the carbon atom number of alkyl are 2 or 3
Compound obtained by the caprolactones addition product of Arrcostab and succinic anhydride open loop addition etc., in them, preferably (methyl) propylene
Acid.
As the monomer with hydroxyl, (methyl) 2-Hydroxy ethyl acrylate, (methyl) acrylic acid -2- hydroxyl can be enumerated
Propyl ester, (methyl) acrylic acid -2- hydroxybutyl, (methyl) acrylic acid -4- hydroxybutyl, the own ester of (methyl) acrylic acid -6- hydroxyl,
2- hydroxyl ethylene glycol (methyl) acrylate, 2- hydroxyl propylene glycol (methyl) acrylate, alkylidene carbon atom number be 2-4
Hydroxy alkylidene glycol (methyl) acrylate, 4- hydroxy butyl vinyl ether, 5- hydroxyl amyl vinyl ethers, 6- hydroxyl hexyl vinyl
Ether, 7- hydroxyl heptyl vinyl ethers, 8- hydroxyl octyl vinyl ether, 9- hydroxyl nonyl vinyl ethers, 10- hydroxy decyl vinyl ethers etc., it
In, preferably 4- hydroxy butyl vinyl ether.
As the monomer with amide groups, (methyl) acrylamide, n-isopropyl acrylamide, N- tert-butyl third can be enumerated
Acrylamide, 3- hydroxypropyl (methyl) acrylamide, 4- hydroxyl butyl (methyl) acrylamide, 6- hydroxyl hexyl (methyl) acrylamide,
8- hydroxyl octyl (methyl) acrylamide and 2- ethoxy hexyl (methyl) acrylamide etc., in them, preferably (methyl) propylene
Amide.
As the monomer with tertiary amine groups, N, N- (dimethylamino) ethyl (methyl) acrylate, N, N- (two can be enumerated
Ethylamino) ethyl (methyl) acrylate, N, N- (dimethylamino) propyl (methyl) acrylate etc..
The content and mixing ratio of polymerizable monomer with crosslinkable functional group are not particularly limited, for example, with
It can be 0.1 parts by weight to 15 parts by weight, preferably 0.5 weight relative to 100 parts by weight of total monomer on the basis of solid component
Part to 8 parts by weight.When content is less than 0.1 parts by weight, the cohesive force of sticker is reduced, and durability reduces, when more than 15 weight
When part, because of high gel fraction, adhesion strength is reduced, and durability reduces.
Other than above-mentioned monomer, in the range of not reducing adhesion strength, acrylic acid series copolymer can be further included
Such as 10 weight % polymerizable monomer well known in the art below in whole total monomer weights.
The manufacturing method of copolymer is not particularly limited, using bulk polymerization usually used in this field, molten
Liquid polymerization, emulsion polymerization or suspension polymerisation manufacture, preferably polymerisation in solution.In addition, usually used molten when polymerization can be used
Agent, polymerization initiator, chain-transferring agent for controlling molecular weight etc..
Acrylic acid series copolymer is preferably surveyed by gel permeation chromatography (gel permeation chromatography, GPC)
Fixed weight average molecular weight (polystyrene conversion, Mw) is 50000 to 2000000, more preferably 400000 to 2000000.When weight
When average molecular weight is less than 50000, the cohesive force between copolymer is insufficient and leads to the problem of adhesion durability, when more than 2000000
When, in order to ensure craftsmanship during coating, need a large amount of retarder thinner.
Crosslinking agent is the ingredient that improves cohesive force for suitably cross-linked copolymer, and there is no special limits for type
System, for example, isocyanates system, epoxy etc. can be used, they can be used alone or are use mixing two or more.
Isocyanates system crosslinking agent can specifically be enumerated: toluene di-isocyanate(TDI), xylene diisocyanate, 2,4- hexichol first
Alkane diisocyanate, 4,4- '-diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, four
The diisocyanate cpds such as xylene diisocyanate, naphthalene diisocyanate；Diisocyanate and trihydroxy methyl third
The addition product of the polyalcohols based compound such as alkane；Isocyanuric acid ester obtained by self condensing diisocyanate；Diisocyanate urea with
Biuret obtained by diisocyanate ester condensation；There are three triphenylmethane triisocyanate, di-2-ethylhexylphosphine oxide triisocyanate etc. contain
The polyfunctional isocyanate compound etc. of functional group.
Epoxy crosslinking agent can specifically enumerate ethylene glycol diglycidylether, diethylene glycol diglycidyl glycerin ether, poly- second two
Alcohol diglycidyl ether, propylene glycol diglycidylether, tripropyleneglycol diglycidyl ether, polypropylene glycol diglycidyl ether,
Neopentylglycol diglycidyl ether, 1,6 hexanediol diglycidylether, polytetramethylene glycol diglycidyl ether, glycerol two
Glycidol ether, T 55, two glycerine polyglycidyl ethers, polyglycereol polyglycidyl ether, resorcinol two
Glycidol ether, 2,2- dibromoneopentyl glycol diglycidyl ether, trimethylol propane glycidol ether, new penta tetrol bunching water are sweet
Oily ether, d-sorbite polyglycidyl ether, adipic acid 2-glycidyl ester, o-phthalic acid diglycidyl ester, three (are shunk sweet
Oil base) isocyanuric acid ester, three (glycidoxyethyl) isocyanuric acid esters, bis- (N, the N- glycidyl-amino methyl) rings of 1,3-
Hexane, N, N, N', N'- four glycidyl group-m-xylene diamine etc..
In addition, melamine derivative can be further added in above-mentioned isocyanates system crosslinking agent and epoxy crosslinking agent,
Such as selected from being made of hexamethylolmelamine, hexamethoxymethyl melamine, six butoxymethyl melamines etc.
Group at least one of crosslinking agent and be used together.
As the example of commercially available above-mentioned crosslinking agent, Cor-L (Japanese polyurethane industrial group) can be enumerated.
The content of crosslinking agent is not particularly limited as long as in the range of can fully show its function, for example,
It can be 0.1 parts by weight to 15 parts by weight, preferably relative to 100 parts by weight of acrylic acid series copolymer on the basis of solid component
For 0.1 parts by weight to 5 parts by weight.If content is less than 0.1 parts by weight, because of degree of cross linking deficiency, cohesive force becomes smaller, may damage
The adhesion physical property such as durability and cutting, if it exceeds 15 parts by weight, then may alleviate as caused by excessive cross-linking reaction
It is led to the problem of in terms of residual stress.Adhesion agent composition of the invention can further include silane coupling agent.
Silane coupling agent improves adhesion strength by the covalent bond with adherend surface polar groups.
As long as silane coupling agent includes amino, epoxy group, acetoacetyl, polyalkylene glycol base, acryloyl group, alkyl
Equal functional groups are just not particularly limited, for example, vinyltrimethoxysilane, vinyltriethoxysilane, second can be enumerated
Alkenyl three (2- methoxy ethoxy) silane, N- (2- amino-ethyl) -3- aminopropylmethyldimethoxysilane, N- (2- ammonia
Base ethyl) -3- TSL 8330,3-aminopropyltriethoxysilane, 3- glycidoxypropyl group trimethoxy
Base silane, 3- epoxy propoxy propyl methyl dimethoxysilane, 2- (3,4- epoxycyclohexyl) ethyl trimethoxy silane, 3-
Chloropropyl methoxyl group dimethoxysilane, 3- r-chloropropyl trimethoxyl silane, 3- methacryloxypropyl trimethoxy silicon
Alkane, 3-mercaptopropyi trimethoxy silane, 3- epoxy propoxy propyl triethoxysilane, 3- glycidoxypropyl group dimethoxy
Butyldimethylsilyl, 3- glycidoxypropyl group ethyoxyl dimethylsilane etc..They can be used alone or by two or more mixing
It uses
As the example of commercially available silane coupling agent, KBM-403 (company, SHIN-ETSU HANTOTAI) can be enumerated.
The content of silane coupling agent is not particularly limited, for example, on the basis of solid component, relative to acrylic acid series
00 parts by weight of copolymer 1 can be 0.1 parts by weight to 2 parts by weight, preferably 0.1 parts by weight to 0.5 parts by weight.If content
It is less than 0.1 parts by weight, then insufficient to the closing force of substrate, may be peeling-off under the conditions of wet-heat resisting, if it exceeds 2 weight
Part, then cohesive force increases excessive, and the adhesion physical property such as adhesion strength reduces, it is equally possible to reduce durability.In addition, not departing from this
In the range of the purpose of invention, adhesion agent composition of the invention can further include antioxidant commonly used in the art,
The additives such as anticorrosive, defoaming agent, filler, levelling agent.
<adhesive sheet>
In addition, the present invention provides the adhesive sheet of the adhesion coating comprising being formed by above-mentioned adhesion agent composition.
The thickness of adhesion coating is not particularly limited, for example, can be 3 μm to 100 μm, preferably 10 μm to 100 μm.
Adhesive sheet of the invention includes the adhesion coating that is formed at least one surface of mold release film.
Adhesion coating can be formed by the way that above-mentioned adhesion agent composition to be coated on at least one surface of mold release film.Coating side
Method is not particularly limited, and method well known in the art can be used, for example, using stick painting, air knife, intaglio printing, inverse
The methods of transfer roller, contact roller, spraying, scraper, die coating, casting, spin coating.
Mold release film is not particularly limited, and mold release film usually used in adhesive sheet can be used, for example, can be for by following
The mold release film that substance is formed: polyethylene terephthalate, polybutylene terephthalate (PBT), poly- naphthalenedicarboxylic acid ethylene glycol
The polyester resin such as ester, polybutylene naphthalate；Polyimide resin；Acrylic resin；Polystyrene and acrylonitrile-benzene second
The phenylethylene resin series such as alkene；Polycarbonate resin；Polylactic resin；Polyurethane resin；Polyethylene, polypropylene, ethylene-propylene are total
The polyolefin resins such as polymers；The vinylites such as polyvinyl chloride, Vingon；Polyamide；Sulfone system resin；Polyether-ether-ketone
It is resin；Allylation system resin；Or the mixture of above-mentioned resin.
The thickness of mold release film is not particularly limited, for example, can be 5 μm to 500 μm, preferably 10 μm to 100 μm.
<polarizer>
In addition, the present invention is provided at least one surface comprising by the above-mentioned adhesion formed by above-mentioned adhesion agent composition
The polarizer of layer.
Polarizer of the invention include polarizer, be bonded to above-mentioned polaroid at least one surface protective film and
The adhesion coating formed by above-mentioned adhesion agent composition in said protection film.
Polaroid can be polarizer as known in the art, for example, can by polyvinyl alcohol mesentery via swelling, dyeing,
Crosslinking, stretch, washing, the processes such as dry manufacture.
As protective film, as long as the excellent film such as the transparency, mechanical strength, thermal stability, waterproofness, isotropism
It is not particularly limited.Can specifically enumerate: polyethylene terephthalate, gathers to benzene two polyethylene glycol isophthalate
The polyester mesentery such as formic acid butanediol ester；The celluloses mesentery such as diacetyl cellulose, triacetyl cellulose；Polycarbonate mesentery；It is poly-
The acrylic acid mesenteries such as (methyl) methyl acrylate, poly- (methyl) ethyl acrylate；Polystyrene, acrylonitritrile-styrene resin
Equal styrene mesentery；Polyolefin mesentery；Vinyl chloride mesentery；The polyamide mesentery such as nylon, aromatic polyamide；Acid imide mesentery；
Sulfone mesentery；Polyether-ketone mesentery；Polyphenylene sulfide mesentery；Vinyl alcohol mesentery；Vinylidene chloride mesentery；Vinyl butyral mesentery；Allyl
Base mesentery；Polyformaldehyde mesentery；Carbamate mesentery；Epoxy mesentery；Organosilicon mesentery etc..Wherein, it is contemplated that polarized light property
Or durability, particularly preferably there is the cellulose mesentery using surfaces of saponification such as alkali.In addition, protective film can also have both optics
The function of layer.
Adhesion coating, which can be, is directly coated at protective film, or adhesive sheet is attached to protective film and is formed, and thickness can
It is adjusted according to adhesion strength, but usually 3 μm to 100 μm, preferably 10 μm to 100 μm.
<image display device>
In addition, the present invention provides the image display device comprising above-mentioned polarizer.
Image display device of the invention can further include composition as known in the art other than above-mentioned polarizer.
Hereinafter, in order to help to understand of the invention and open preferred embodiment, however, these embodiments are given for example only this
Invention, not limit appended claims range, and it is obvious to those skilled in the art that
Within the scope of the scope of the present invention and technical idea, embodiment can be made various changes and be modified, certain this change
And modification also belongs to the range of appended claims.
Production Example: the manufacture of acrylic acid series copolymer
There is nitrogen to reflux and the 1L reactor investment for being provided with cooling device in a manner of being easy to adjust temperature includes 90
The n-butyl acrylate of parts by weight, the methacrylate of 7 parts by weight, the 2-Hydroxy ethyl acrylate of 2 parts by weight, 1 parts by weight
Acrylic acid monomer mixture, then put into as solvent 100 parts by weight ethyl acetate.Later, small with nitrogen purification 1
When to go deoxygenation, be maintained at 62 DEG C.After said mixture is uniformly mixed, put into double as the azo of reaction initiator
0.07 parts by weight of isobutyronitrile (AIBN), and react it 8 hours, (weight average molecular weight is about for manufacture acrylic acid series copolymer
1000000)。
Embodiment
(1) manufacture of adhesion agent composition
Manufacture the adhesion agent composition with the composition recorded and content in following table 1.
(2) manufacture of adhesive sheet
It after manufacturing adhesion agent composition, is coated on the film for being coated with silicon mold release agent, shape 1 minute dry at 100 DEG C
At 25 μm of adhesion coating.
Then, mold release film is laminated on adhesion coating, manufactures adhesive sheet.
(3) manufacture of the polarizer with sticker
After the demoulding film stripping of manufactured adhesive sheet, by adhering agent layer be layered in 185 μm of thickness comprising TAC protect
On the iodine polarizing plate of cuticula, manufacture has the polarizer of sticker.
[table 1]
Experimental example
By the adhesion agent composition of embodiment and comparative example after to solidify with a thickness of 25 μm in a manner of be coated on and be coated with silicon and take off
The mold release film of mould agent, it is 1 minute dry at 100 DEG C, form adhesion coating.
Later, the adhesion coating of above-mentioned manufacture is layered in two sides by processing of adhering and is bonded to the protection of triacetyl cellulose prime system
On the iodine polarizing film (185 μm of overall thickness) of film, polarizer is manufactured.By manufactured polarizer in 23 DEG C, the condition of 60%RH
Lower keeping 7 days.
(1) Evaluation of Heat Tolerance
The mold release film of above-mentioned manufactured polarizer is removed, and is bonded to corning glass, after autoclave process, 60
It is placed 300 hours at a temperature of DEG C, whether then observing and evaluate the generation of bubble or removing.About evaluation, at above-mentioned heat
It is carried out after room temperature 24 hours after reason and before evaluating.
<evaluation criteria>
◎: bubble or removing are not confirmed visually
Zero: 2 or more but be less than 5 bubbles or removing
△: 5 or more but be less than 10 bubbles or removing
×: 10 or more bubbles or removing
(2) antistatic property is evaluated
The surface resistivity (unit: Ω cm) of the manufactured polarizer of measurement.
<evaluation criteria>
◎: surface resistivity values are less than 1.0 × 1011When
Zero: surface resistivity values are 1.0 × 1011More but less than 5.0 × 1011When
△: surface resistivity values are 5.0 × 1011More but less than 1 × 1012When
×: surface resistivity values are 1.0 × 1012When above
[table 2]
| It distinguishes | Heat resistance | Antistatic property |
| Embodiment 1 | ◎ | ◎ |
| Embodiment 2 | ◎ | ◎ |
| Embodiment 3 | ◎ | ○ |
| Embodiment 4 | ◎ | ○ |
| Embodiment 5 | ◎ | ○ |
| Embodiment 6 | ◎ | ◎ |
| Embodiment 7 | ◎ | ◎ |
| Embodiment 8 | ◎ | ◎ |
| Embodiment 9 | ◎ | ◎ |
| Embodiment 10 | ○ | ◎ |
| Embodiment 11 | △ | ◎ |
| Comparative example 1 | △ | △ |
| Comparative example 2 | △ | △ |
| Comparative example 3 | △ | △ |
| Comparative example 4 | X | △ |
| Comparative example 5 | X | △ |
| Comparative example 6 | X | △ |
As known from Table 2, for having used the adhesion agent composition of the antistatic agent of the specific structure of boracic of the invention
Situation confirms and not only shows excellent antistatic property, but also is not easy to produce removing under conditions of high temperature and humidity.
However, the case where for including embodiment 11 of slight excess of antistatic agent, it is known that heat resistance slightly reduces.
But the case where for comparative example, it confirms compared to the examples, heat resistance on the whole and antistatic property is significant
It reduces.
Claims (4)
1. a kind of adhesion agent composition, it includes acrylic acid series copolymer, crosslinking agent and selected from by following chemical formula 2 to chemical formula
The ionic antistatic agent of at least one of group composed by 10,
The ionic antistatic agent is 0.1 weight relative to 100 parts by weight of acrylic acid series copolymer on the basis of solid component
Part to 10 parts by weight,
[chemical formula 2]
[chemical formula 3]
[chemical formula 4]
[chemical formula 5]
[chemical formula 6]
[chemical formula 7]
[chemical formula 8]
[chemical formula 9]
[chemical formula 10]
2. a kind of adhesive sheet, it includes the adhesion coatings formed by adhesion agent composition described in claim 1.
3. a kind of polarizer has glued by what adhesion agent composition described in claim 1 was formed at least one surface
Layer.
4. a kind of image display device, it includes polarizers as claimed in claim 3.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2014-0040476 | 2014-04-04 | ||
| KR1020140040476A KR20150115431A (en) | 2014-04-04 | 2014-04-04 | Adhesive composition containing ionic antistatic agent |
| PCT/KR2015/002611 WO2015152540A1 (en) | 2014-04-04 | 2015-03-18 | Adhesive composition containing ionic antistatic agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106164203A CN106164203A (en) | 2016-11-23 |
| CN106164203B true CN106164203B (en) | 2019-04-09 |
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ID=54240805
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201580018498.7A Active CN106164203B (en) | 2014-04-04 | 2015-03-18 | Adhesion agent composition comprising ionic antistatic agent |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20170015878A1 (en) |
| KR (1) | KR20150115431A (en) |
| CN (1) | CN106164203B (en) |
| TW (1) | TW201542759A (en) |
| WO (1) | WO2015152540A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108384476A (en) * | 2018-02-28 | 2018-08-10 | 昆山乐凯锦富光电科技有限公司 | A kind of polarizing plate protective film pressure sensitive adhesive preparation method and its protective film |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101144868A (en) * | 2006-09-13 | 2008-03-19 | 住友化学株式会社 | Optical film coated with adhesive |
| CN101343511A (en) * | 2007-07-13 | 2009-01-14 | 第一毛织株式会社 | Adhesive composition and optical member |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI387629B (en) * | 2004-07-26 | 2013-03-01 | Nitto Denko Corp | Pressure-sensitive adhesive composition, pressure-sensitive adhesive sheets, and surface protecting film |
| JP4942171B2 (en) * | 2006-09-14 | 2012-05-30 | 綜研化学株式会社 | Adhesive composition and adhesive sheet |
| KR101047925B1 (en) * | 2007-04-19 | 2011-07-08 | 주식회사 엘지화학 | Acrylic pressure-sensitive adhesive composition and a polarizing plate comprising the same |
| JP2010229342A (en) * | 2009-03-27 | 2010-10-14 | Lintec Corp | Adhesive for optical use, adhesive sheet for optical use, and optical member with adhesive |
| JP2011202161A (en) * | 2010-03-02 | 2011-10-13 | Nitto Denko Corp | Adhesive composition, adhesive sheet and surface protective film |
| JP2013163783A (en) * | 2012-02-13 | 2013-08-22 | Fujimori Kogyo Co Ltd | Adhesive composition, adhesive film and surface-protecting film |
-
2014
- 2014-04-04 KR KR1020140040476A patent/KR20150115431A/en not_active Application Discontinuation
-
2015
- 2015-03-18 CN CN201580018498.7A patent/CN106164203B/en active Active
- 2015-03-18 WO PCT/KR2015/002611 patent/WO2015152540A1/en active Application Filing
- 2015-04-01 TW TW104110592A patent/TW201542759A/en unknown
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2016
- 2016-09-30 US US15/281,218 patent/US20170015878A1/en not_active Abandoned
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101144868A (en) * | 2006-09-13 | 2008-03-19 | 住友化学株式会社 | Optical film coated with adhesive |
| CN101343511A (en) * | 2007-07-13 | 2009-01-14 | 第一毛织株式会社 | Adhesive composition and optical member |
Also Published As
| Publication number | Publication date |
|---|---|
| CN106164203A (en) | 2016-11-23 |
| KR20150115431A (en) | 2015-10-14 |
| WO2015152540A1 (en) | 2015-10-08 |
| TW201542759A (en) | 2015-11-16 |
| US20170015878A1 (en) | 2017-01-19 |
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